2-Methoxynicotinic acid → (+/-)4-Methoxy-pyridine-2-carboxylic acid (10-ethyl-4-oxo-2-pyrimidin-4-yl-4,6,7,8,9,10-hexahydro-pyrimido[1,2-a]azepin-10-yl)-amide

HRID 217897Notes

Reaction equation

HRID 217897 reaction equation
[NH2:1][C:2]1([CH2:20][CH3:21])[CH2:8][CH2:7][CH2:6][CH2:5][N:4]2[C:9](=[O:19])[CH:10]=[C:11]([C:13]3[CH:18]=[CH:17][N:16]=[CH:15][N:14]=3)[N:12]=[C:3]12.[CH3:22][O:23][C:24]1[CH:29]=[CH:28][N:27]=[C:26]([C:30](O)=[O:31])[CH:25]=1.COC1N=CC=CC=1C(O)=O>>[CH2:20]([C:2]1([NH:1][C:30]([C:26]2[CH:25]=[C:24]([O:23][CH3:22])[CH:29]=[CH:28][N:27]=2)=[O:31])[CH2:8][CH2:7][CH2:6][CH2:5][N:4]2[C:9](=[O:19])[CH:10]=[C:11]([C:13]3[CH:18]=[CH:17][N:16]=[CH:15][N:14]=3)[N:12]=[C:3]12)[CH3:21]

Participants

4

Reactant 3

HCID 7080932-Methoxynicotinic acidHCID 20500994-Methoxypyridine-2-carboxylic acidHCID 69022393(+/-) 10-amino-1 0-ethyl-2-pyrimidin-4-yl-7,8,9,10-tetrahydro-6H-pyrimido[1,2-a]azepin-4-one

Product 1

HCID 86636838(+/-)4-Methoxy-pyridine-2-carboxylic acid (10-ethyl-4-oxo-2-pyrimidin-4-yl-4,6,7,8,9,10-hexahydro-pyrimido[1,2-a]azepin-10-yl)-amideYield 31%

Procedure

By analogy with the method described in example 13 (step 13.5), using (+/−) 10-amino-1 0-ethyl-2-pyrimidin-4-yl-7,8,9,10-tetrahydro-6H-pyrimido[1,2-a]azepin-4-one and 4-methoxy-pyridine-2-carboxylic acid in place of (+)10-amino-10-methyl-2-pyrimidin-4-yl-7,8,9,10-tetrahydro-6H-pyrimido[1,2-a]azepin-4-one and 2-methoxy nicotinic acid, 37 mg (31%) of the compound was obtained as a white solid.

Sources & evidence

ORD record
ord-03a058651e0e482a9854b451d23fba85
Source dataset
uspto-grants-2012_06
Patent number
US08198287B2

Reaction notes

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